title: Gold(I)-catalyzed cascade approach for the synthesis of tryptamine-based polycyclic privileged scaffolds as α1-adrenergic receptor antagonists.
abstract: An efficient and facile gold(I)-catalyzed one-pot cascade protocol has been developed for the synthesis of tryptamine-fused polycyclic privileged structures through the treatment of substituted tryptamines and 2-ethynylbenzoic acids or 2-ethynylphenylacetic acids. This strategy features the formation of one C-C bond and two C-N bonds with high yields and broad substrate tolerance. The selected reduced target molecules are validated to perform as α1-adrenergic receptors antagonists. The most potent one, 4bh, exhibits an IC50 value of 277 nM on α1A subtype with a selectivity ratio of 15.8 over α1B subtype.
authors.affiliation: CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zuchongzhi Road, Shanghai 201203, China.
authors.forename: Zeng
authors.initials: Z
authors.lastname: Li
authors.forename: Jing
authors.initials: J
authors.lastname: Li
authors.forename: Nan
authors.initials: N
authors.lastname: Yang
authors.forename: Ying
authors.initials: Y
authors.lastname: Chen
authors.forename: Yu
authors.initials: Y
authors.lastname: Zhou
authors.forename: Xun
authors.initials: X
authors.lastname: Ji
authors.forename: Lei
authors.initials: L
authors.lastname: Zhang
authors.forename: Jinfang
authors.initials: J
authors.lastname: Wang
authors.forename: Xin
authors.initials: X
authors.lastname: Xie
authors.forename: Hong
authors.initials: H
authors.lastname: Liu
mesh_terms: D058668:Adrenergic alpha-1 Receptor Antagonists / Q000737:chemistry*; D006046:Gold / Q000737:chemistry*; D020128:Inhibitory Concentration 50; D014363:Tryptamines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D058668:Adrenergic alpha-1 Receptor Antagonists; D014363:Tryptamines; C030820:tryptamine; D006046:Gold